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US4443574A - Coating composition of poly(arylene sulfide), polytetrafluoroethylene and barium or calcium sulfate - Google Patents

Coating composition of poly(arylene sulfide), polytetrafluoroethylene and barium or calcium sulfate Download PDF

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Publication number
US4443574A
US4443574A US06/443,059 US44305982A US4443574A US 4443574 A US4443574 A US 4443574A US 44305982 A US44305982 A US 44305982A US 4443574 A US4443574 A US 4443574A
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US
United States
Prior art keywords
poly
coating composition
polytetrafluoroethylene
weight ratio
barium
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Expired - Lifetime
Application number
US06/443,059
Inventor
Jean-Louis G. Coq
Herman E. Seymus
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
EIDP Inc
Original Assignee
EI Du Pont de Nemours and Co
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by EI Du Pont de Nemours and Co filed Critical EI Du Pont de Nemours and Co
Priority to US06/443,059 priority Critical patent/US4443574A/en
Assigned to E.I. DU PONT DE NEMOURS AND COMPANY, INC., A CORP. OF DE reassignment E.I. DU PONT DE NEMOURS AND COMPANY, INC., A CORP. OF DE ASSIGNMENT OF ASSIGNORS INTEREST. Assignors: COQ, JEAN-LOUIS G., SEYMUS, HERMAN E.
Priority to CA000441175A priority patent/CA1210184A/en
Priority to DE8383402224T priority patent/DE3366635D1/en
Priority to AU21492/83A priority patent/AU558295B2/en
Priority to EP83402224A priority patent/EP0110765B1/en
Priority to JP58216417A priority patent/JPS59102959A/en
Publication of US4443574A publication Critical patent/US4443574A/en
Application granted granted Critical
Priority to HK367/87A priority patent/HK36787A/en
Priority to JP4009654A priority patent/JPH0698105B2/en
Anticipated expiration legal-status Critical
Expired - Lifetime legal-status Critical Current

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Classifications

    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D127/00—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers
    • C09D127/02—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment
    • C09D127/12—Coating compositions based on homopolymers or copolymers of compounds having one or more unsaturated aliphatic radicals, each having only one carbon-to-carbon double bond, and at least one being terminated by a halogen; Coating compositions based on derivatives of such polymers not modified by chemical after-treatment containing fluorine atoms
    • C09D127/18—Homopolymers or copolymers of tetrafluoroethene
    • C—CHEMISTRY; METALLURGY
    • C09—DYES; PAINTS; POLISHES; NATURAL RESINS; ADHESIVES; COMPOSITIONS NOT OTHERWISE PROVIDED FOR; APPLICATIONS OF MATERIALS NOT OTHERWISE PROVIDED FOR
    • C09D—COATING COMPOSITIONS, e.g. PAINTS, VARNISHES OR LACQUERS; FILLING PASTES; CHEMICAL PAINT OR INK REMOVERS; INKS; CORRECTING FLUIDS; WOODSTAINS; PASTES OR SOLIDS FOR COLOURING OR PRINTING; USE OF MATERIALS THEREFOR
    • C09D181/00—Coating compositions based on macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur, with or without nitrogen, oxygen, or carbon only; Coating compositions based on polysulfones; Coating compositions based on derivatives of such polymers
    • C09D181/02—Polythioethers; Polythioether-ethers
    • C—CHEMISTRY; METALLURGY
    • C08—ORGANIC MACROMOLECULAR COMPOUNDS; THEIR PREPARATION OR CHEMICAL WORKING-UP; COMPOSITIONS BASED THEREON
    • C08L—COMPOSITIONS OF MACROMOLECULAR COMPOUNDS
    • C08L81/00—Compositions of macromolecular compounds obtained by reactions forming in the main chain of the macromolecule a linkage containing sulfur with or without nitrogen, oxygen or carbon only; Compositions of polysulfones; Compositions of derivatives of such polymers
    • C08L81/02—Polythioethers; Polythioether-ethers
    • Y—GENERAL TAGGING OF NEW TECHNOLOGICAL DEVELOPMENTS; GENERAL TAGGING OF CROSS-SECTIONAL TECHNOLOGIES SPANNING OVER SEVERAL SECTIONS OF THE IPC; TECHNICAL SUBJECTS COVERED BY FORMER USPC CROSS-REFERENCE ART COLLECTIONS [XRACs] AND DIGESTS
    • Y10—TECHNICAL SUBJECTS COVERED BY FORMER USPC
    • Y10T—TECHNICAL SUBJECTS COVERED BY FORMER US CLASSIFICATION
    • Y10T428/00—Stock material or miscellaneous articles
    • Y10T428/31504—Composite [nonstructural laminate]
    • Y10T428/3154—Of fluorinated addition polymer from unsaturated monomers
    • Y10T428/31544—Addition polymer is perhalogenated

Definitions

  • Poly(arylene sulfide) coating compositions such as poly(phenylene sulfide) (PPS) are well known for use on cookware, including such coatings which also contain fluorocarbon resins such as polytetrafluoroethylene (PTFE) and other perfluorinated resins.
  • PPS poly(phenylene sulfide)
  • U.S. Pat. No. 4,212,922--Tieszen July 15, 1980 discloses PPS-based coating compositions containing manganese dioxide to improve adhesion.
  • U.S. Pat. No. 4,130,675--Vassiliou and Welch discloses PPS-based coating compositions containing a citrate, carbonate, sulfate or hydroxide of an alkali metal to reduce discoloration of such compositions, which optionally also contain PTFA. Both of these patents are incorporated herein by reference.
  • the present invention provides, a coating composition
  • a coating composition comprising poly(arylene sulfide), polytetrafluoroethylene, at least one of barium and calcium sulfates and a liquid carrier, wherein the weight ratio of poly(arylene sulfide) to polytetrafluoroethylene is from 50:50 to 85:15, preferably 60:40 to 80:20, most desirably 70:30, and the weight ratio of the sulfates to poly(arylene sulfide) plus polytetrafluoroethylene is from 10:100 to 60:100, preferably 20:100 to 40:100, most desirably 30:100.
  • inventions include substrates such as aluminum cookware coated with such coatings, especially by coil coating techniques.
  • the coating compositions can include adjuvants such as those which do not substantially change the basic and novel characteristics of the invention of permitting coil coating with improved adhesion.
  • adjuvants can include pigments, extenders, solvents, coupling agents, rheology control agents, surfactants and other materials.
  • Intermediate bases 1-4 shown in the Table are prepared separately by mixing as known in the art, and then are mixed together to form the coating composition.
  • the preferred PTFE powder is Fluon 171 irradiated micropowder from Imperial Chemical Industries of England. It has a melt viscosity of about 10 4 poises and an average primer particle size of about 0.1 ⁇ m, although agglomeration may occur and can be broken up.
  • the preferred PPS is Ryton V-1 available from Phillips Petroleum Co.
  • Triton X-100 is a nonionic surface active agent of alkyl phenoxypoly(ethylenoxy)ethanol from Rohm and Haas Co.
  • Dispergine GBA is a condensation product of ammonium naphthylsulfonate from Ugine Kuhlmaan of France.
  • the aluminum flake used is from Silberline Co.
  • the preferred barium sulfate is Blanc-fixe, with an average particle size of 0.8 ⁇ m, available from the Sachtleben firm in West Germany.
  • Pearl Afflair is a pigment of mica platelets coated with titanium dioxide particles. It is available from E. M. Laboratories, Inc. of Elmsford, New York.
  • the resulting coating compositions can be applied by normal coil coating or spraying techniques, dried and cured at 130° C. for 1.5-2 minutes. Bakeware formed from such coil-coated aluminum strip gave good release of starchy foods and superior adhesion compared to similar coating compositions not including the barium sulfate.

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  • Chemical & Material Sciences (AREA)
  • Life Sciences & Earth Sciences (AREA)
  • Engineering & Computer Science (AREA)
  • Materials Engineering (AREA)
  • Wood Science & Technology (AREA)
  • Organic Chemistry (AREA)
  • Chemical Kinetics & Catalysis (AREA)
  • Paints Or Removers (AREA)
  • Compositions Of Macromolecular Compounds (AREA)
  • Cookers (AREA)

Abstract

Coating compositions of poly(arylene sulfide) and polytetrafluoroethylene have enhanced adhesion to substrates when they include barium or calcium sulfate, especially for coil coating use on cookware.

Description

BACKGROUND
Poly(arylene sulfide) coating compositions such as poly(phenylene sulfide) (PPS) are well known for use on cookware, including such coatings which also contain fluorocarbon resins such as polytetrafluoroethylene (PTFE) and other perfluorinated resins.
U.S. Pat. No. 4,212,922--Tieszen (July 15, 1980) discloses PPS-based coating compositions containing manganese dioxide to improve adhesion. U.S. Pat. No. 4,130,675--Vassiliou and Welch (Dec. 19, 1978) discloses PPS-based coating compositions containing a citrate, carbonate, sulfate or hydroxide of an alkali metal to reduce discoloration of such compositions, which optionally also contain PTFA. Both of these patents are incorporated herein by reference.
It is desirable to have available coating compositions of PPS and PTFE having even better adherence to substrates and other properties.
SUMMARY OF THE INVENTION
The present invention provides, a coating composition comprising poly(arylene sulfide), polytetrafluoroethylene, at least one of barium and calcium sulfates and a liquid carrier, wherein the weight ratio of poly(arylene sulfide) to polytetrafluoroethylene is from 50:50 to 85:15, preferably 60:40 to 80:20, most desirably 70:30, and the weight ratio of the sulfates to poly(arylene sulfide) plus polytetrafluoroethylene is from 10:100 to 60:100, preferably 20:100 to 40:100, most desirably 30:100.
Other embodiments of the invention include substrates such as aluminum cookware coated with such coatings, especially by coil coating techniques.
DETAILED DESCRIPTION
Tests have shown that the addition of barium sulfate to PPS-PTFE coatings gives superior adhesion, facilitating the application of coatings by continuous coil coating techniques known in the art to coiled strip of metal such as aluminum, tin-plated steel, Cr2 O3 -treated mild steel or other metals. Such coated strip can be subsequently formed into useful articles such as cookware including bakeware like bread pans, muffin tins, cookie sheets, etc., while maintaining good nonstick performance, especially for baking starchy foods at temperatures up to 230° C. The resulting coatings can be formulated to give good translucence for light or dark coatings. The coatings can also be applied to cast aluminum by spraying. The similar refractive indices and other properties of calcium sulfate or gypsum make it also desirable for use in the invention. Magnesium sulfate would not be expected to be a suitable substitute, especially for cookware coatings.
In addition to the stated ingredients, the coating compositions can include adjuvants such as those which do not substantially change the basic and novel characteristics of the invention of permitting coil coating with improved adhesion. Such adjuvants can include pigments, extenders, solvents, coupling agents, rheology control agents, surfactants and other materials.
In the example, parts, proportions and percentages are given by weight except where indicated otherwise.
EXAMPLE
Intermediate bases 1-4 shown in the Table are prepared separately by mixing as known in the art, and then are mixed together to form the coating composition. The preferred PTFE powder is Fluon 171 irradiated micropowder from Imperial Chemical Industries of England. It has a melt viscosity of about 104 poises and an average primer particle size of about 0.1 μm, although agglomeration may occur and can be broken up. The preferred PPS is Ryton V-1 available from Phillips Petroleum Co. Triton X-100 is a nonionic surface active agent of alkyl phenoxypoly(ethylenoxy)ethanol from Rohm and Haas Co. Dispergine GBA is a condensation product of ammonium naphthylsulfonate from Ugine Kuhlmaan of France. The aluminum flake used is from Silberline Co. The preferred barium sulfate is Blanc-fixe, with an average particle size of 0.8 μm, available from the Sachtleben firm in West Germany. Pearl Afflair is a pigment of mica platelets coated with titanium dioxide particles. It is available from E. M. Laboratories, Inc. of Elmsford, New York.
              TABLE                                                       
______________________________________                                    
Ingredient            Parts by Weight                                     
______________________________________                                    
1.   Organic black dispersion                                             
     carbon black         0.13                                            
     ethylene glycol      0.53                                            
     "Dispergine" CBA     0.01                                            
2.   PPS/PTFE dispersion                                                  
     ethylene glycolmonobutyl ether                                       
                          24.51                                           
     ethylene glycol      29.69                                           
     Triton X-100         2.13                                            
     PPS "Ryton" V-1      14.87                                           
     PTFE "Fluon" L171    6.37                                            
     "Pearl Afflair" pigment                                              
                          0.05                                            
     barium sulphate-micronized                                           
                          7.53                                            
3.   Aluminium dispersion                                                 
     ethylene glycol monobutyl ether                                      
                          1.93                                            
     ethylene glycol      2.36                                            
     aluminium paste extra coarse bright                                  
                          4.30                                            
4.   Cobalt blue dispersion                                               
     ethylene glycol      2.79                                            
     cobalt blue          2.79                                            
______________________________________
The resulting coating compositions can be applied by normal coil coating or spraying techniques, dried and cured at 130° C. for 1.5-2 minutes. Bakeware formed from such coil-coated aluminum strip gave good release of starchy foods and superior adhesion compared to similar coating compositions not including the barium sulfate.

Claims (11)

We claim:
1. A coating composition comprising poly(arylene sulfide), polytetrafluoroethylene, at least one of barium and calcium sulfates and a liquid carrier, wherein
the weight ratio of poly(arylene sulfide) to polytetrafluoroethylene is from 50:50 to 85:15, and
the weight ratio of the sulfates to poly(arylene sulfide) plus polytetrafluoroethylene is from 10:100 to 60:100.
2. The coating composition of claim 1 wherein the poly(arylene sulfide) is a poly(phenylene sulfide) and the sulfate is barium sulfate.
3. The coating composition of claim 2 wherein the weight ratio of poly(phenylene sulfide) is from 60:40 to 80:20.
4. The coating composition of claim 2 wherein the weight ratio of poly(phenylene sulfide is about 70:30.
5. The coating composition of claim 2 wherein the weight ratio of barium sulfate to poly(phenylene sulfide) plus polytetrafluoroethylene is from 20:100 to 40:100.
6. The coating composition of claim 5 wherein the weight ratio of barium sulfate to poly(phenylene sulfide) plus polytetrafluoroethylene is about 30:100.
7. The coating composition of claim 2 wherein
the weight ratio of poly(phenylene sulfide) is from 60:40 to 80:20, and
the weight ratio of barium sulfate to poly(phenylene sulfide) plus polytetrafluoroethylene is from 20:100 to 40:100.
8. The coating composition of claim 7 wherein
the weight ratio of poly(phenylene sulfide is about 70:30, and
the weight ratio of barium sulfate to poly(phenylene sulfide) plus polytetrafluoroethylene is about 30:100.
9. A substrate coated with a dried and cured coating derived from the coating composition of claim 2.
10. An article of cookware comprising a coated aluminum substrate of claim 9.
11. A method of producing a coated substrate of claim 9 wherein the coating composition is applied to the substrate by coil coating.
US06/443,059 1982-11-19 1982-11-19 Coating composition of poly(arylene sulfide), polytetrafluoroethylene and barium or calcium sulfate Expired - Lifetime US4443574A (en)

Priority Applications (8)

Application Number Priority Date Filing Date Title
US06/443,059 US4443574A (en) 1982-11-19 1982-11-19 Coating composition of poly(arylene sulfide), polytetrafluoroethylene and barium or calcium sulfate
CA000441175A CA1210184A (en) 1982-11-19 1983-11-15 Coating composition of poly(arylene sulfide), polytetrafluoroethylene and barium or calcium sulfate
EP83402224A EP0110765B1 (en) 1982-11-19 1983-11-18 Coating composition of poly(arylene sulfide), polytetrafluoroethylene and barium or calcium sulfate
AU21492/83A AU558295B2 (en) 1982-11-19 1983-11-18 Coating composition of poly(arylene sulphide) ptfe and barium or calcium sulphate
DE8383402224T DE3366635D1 (en) 1982-11-19 1983-11-18 Coating composition of poly(arylene sulfide), polytetrafluoroethylene and barium or calcium sulfate
JP58216417A JPS59102959A (en) 1982-11-19 1983-11-18 Coating composition
HK367/87A HK36787A (en) 1982-11-19 1987-05-07 Coating composition of poly(arylene sulfide),polytetrafluoroethylene and barium or calcium sulfate
JP4009654A JPH0698105B2 (en) 1982-11-19 1992-01-23 Cookware articles

Applications Claiming Priority (1)

Application Number Priority Date Filing Date Title
US06/443,059 US4443574A (en) 1982-11-19 1982-11-19 Coating composition of poly(arylene sulfide), polytetrafluoroethylene and barium or calcium sulfate

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US4443574A true US4443574A (en) 1984-04-17

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US (1) US4443574A (en)
EP (1) EP0110765B1 (en)
JP (2) JPS59102959A (en)
AU (1) AU558295B2 (en)
CA (1) CA1210184A (en)
DE (1) DE3366635D1 (en)
HK (1) HK36787A (en)

Cited By (8)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4546141A (en) * 1982-07-20 1985-10-08 Hoechst Aktiengesellschaft Primer coating composition for topcoats of fluorocarbon polymers containing a polyarylene sulfide resin, an aromatic polyether-sulfone resin or an aromatic polyether-ketone resin
US4862609A (en) * 1985-12-24 1989-09-05 Braun Aktiengesellschaft Ironing sole plate with composite coating of mechanically-resistant compound
US5376996A (en) * 1992-12-16 1994-12-27 International Business Machines Corporation Polyphenylene sulfide-PTFE coating for fuser roll
US6123999A (en) * 1997-03-21 2000-09-26 E. I. Du Pont De Nemours And Company Wear resistant non-stick resin coated substrates
US20040040473A1 (en) * 2002-09-03 2004-03-04 Jose Walter Compositions for use in making models
US20070241472A1 (en) * 2002-09-03 2007-10-18 Jose Walter Compositions for use in making models
US8814862B2 (en) 2005-05-12 2014-08-26 Innovatech, Llc Electrosurgical electrode and method of manufacturing same
US9630206B2 (en) 2005-05-12 2017-04-25 Innovatech, Llc Electrosurgical electrode and method of manufacturing same

Families Citing this family (4)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4443574A (en) * 1982-11-19 1984-04-17 E. I. Du Pont De Nemours And Company Coating composition of poly(arylene sulfide), polytetrafluoroethylene and barium or calcium sulfate
JPH07742B2 (en) * 1986-04-03 1995-01-11 大日本インキ化学工業株式会社 Polyphenylene sulfide resin composition
JPS6389560A (en) * 1986-10-01 1988-04-20 Nippon Valqua Ind Ltd Polytetrafluoroethylene-based composition for molding
JP4348752B2 (en) * 1998-07-10 2009-10-21 ダイキン工業株式会社 Coating composition and coated product formed by applying the same

Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4130675A (en) * 1976-03-11 1978-12-19 E. I. Du Pont De Nemours And Company Polyarylene sulfide resin coating method
US4212922A (en) * 1978-10-02 1980-07-15 Phillips Petroleum Company Poly(arylene sulfide) resin coating

Family Cites Families (5)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JPS5077432A (en) * 1973-11-13 1975-06-24
DE2703918C3 (en) * 1976-02-02 1981-07-23 Phillips Petroleum Co., 74004 Bartlesville, Okla. Self-lubricating thermoplastic compounds and their use
DE2800609A1 (en) * 1978-01-07 1979-07-19 Hoechst Ag Polyarylene sulphide-fluorocarbon! terpolymer blends - for use as anti-stick coatings with improved adhesion, esp. to metals
CA1201836A (en) * 1982-02-22 1986-03-11 James S. Dix Arylene sulfide compositions containing calcium sulfate
US4443574A (en) * 1982-11-19 1984-04-17 E. I. Du Pont De Nemours And Company Coating composition of poly(arylene sulfide), polytetrafluoroethylene and barium or calcium sulfate

Patent Citations (2)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4130675A (en) * 1976-03-11 1978-12-19 E. I. Du Pont De Nemours And Company Polyarylene sulfide resin coating method
US4212922A (en) * 1978-10-02 1980-07-15 Phillips Petroleum Company Poly(arylene sulfide) resin coating

Cited By (13)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
US4546141A (en) * 1982-07-20 1985-10-08 Hoechst Aktiengesellschaft Primer coating composition for topcoats of fluorocarbon polymers containing a polyarylene sulfide resin, an aromatic polyether-sulfone resin or an aromatic polyether-ketone resin
US4862609A (en) * 1985-12-24 1989-09-05 Braun Aktiengesellschaft Ironing sole plate with composite coating of mechanically-resistant compound
US5376996A (en) * 1992-12-16 1994-12-27 International Business Machines Corporation Polyphenylene sulfide-PTFE coating for fuser roll
US6123999A (en) * 1997-03-21 2000-09-26 E. I. Du Pont De Nemours And Company Wear resistant non-stick resin coated substrates
US20040040473A1 (en) * 2002-09-03 2004-03-04 Jose Walter Compositions for use in making models
US20040256751A1 (en) * 2002-09-03 2004-12-23 Jose Walter Compositions for use in making models
US20070241472A1 (en) * 2002-09-03 2007-10-18 Jose Walter Compositions for use in making models
US8177900B2 (en) * 2002-09-03 2012-05-15 Cbite, Inc. Compositions for use in making models
US8814862B2 (en) 2005-05-12 2014-08-26 Innovatech, Llc Electrosurgical electrode and method of manufacturing same
US8814863B2 (en) 2005-05-12 2014-08-26 Innovatech, Llc Electrosurgical electrode and method of manufacturing same
US9630206B2 (en) 2005-05-12 2017-04-25 Innovatech, Llc Electrosurgical electrode and method of manufacturing same
US10463420B2 (en) 2005-05-12 2019-11-05 Innovatech Llc Electrosurgical electrode and method of manufacturing same
US11246645B2 (en) 2005-05-12 2022-02-15 Innovatech, Llc Electrosurgical electrode and method of manufacturing same

Also Published As

Publication number Publication date
AU2149283A (en) 1984-05-24
JPS59102959A (en) 1984-06-14
DE3366635D1 (en) 1986-11-06
AU558295B2 (en) 1987-01-22
EP0110765A1 (en) 1984-06-13
JPH055870B2 (en) 1993-01-25
EP0110765B1 (en) 1986-10-01
JPH05115382A (en) 1993-05-14
HK36787A (en) 1987-05-15
JPH0698105B2 (en) 1994-12-07
CA1210184A (en) 1986-08-19

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